Because of this, I would recommend the Triumph. I think it would be the easiest to use learning off road techniques, as it is the lightest if I remember correctly. They are also the lowest maintenance of the three choices from what I've heard, and it doesn't hurt that the one he is looking at has zero miles. I came very close to buying one during my last purchase, but my 2009 Aprilia Dorsoduro 750 twin was half the price, so I couldn't pass it up. The Triumph has a similar power to weight ratio as the Dorsoduro, which I think travels highways just fine. I am in the process of making my Aprilia more dirt worthy, and the final step will be a set of TKC80 tires, now that they make a 180 wide and 17" fronts. For mostly street use, I like my current Pirelli Scorpion Trail dual sport tires.